
Pet-friendly vacation rentals in Downtown Chicago
Find and book unique pet-friendly homes on Airbnb
Top-rated pet-friendly home rentals in Downtown Chicago
Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you.
Popular amenities for Downtown Chicago pet-friendly home rentals
Pet-friendly house rentals

Spacious Full Home Near the Heart of Wrigleyville

Chicago River House -BBQ Oasis now open!

Casa PLZN Location | Entire Home | Garage Parking

Warm and comfortable inviting Suburban home !

The Country Life! Entire House.

The Sunshine Spot

Quiet cul-de-sac with huge fenced in backyard

Beautiful Chicago Greystone
Pet-friendly home rentals with a pool

Level ◆ Brand New Luxe One Bedroom

Quiet but in the Heart of City walk Everywhere

Stylish Corner 2 Bedroom in the Heart of Chicago |

Long term rental-Delightful one bdrm pool house

South Loop | Rooftop With In & Out Parking | 1

DTown Penthouse 2bd +Parking, Gym, Pvt Patio, Pool

Cozy Family 3BR Oasis: Park, Private Yard, & BBQ!

Luxury 3 Bed w/ Gym, Pool, Parking, Game Rm & More
Private, pet-friendly home rentals

Peaceful Portage Park Apartment

Short Drive to Hospitals/Airports/Downtown Chicago

Cozy 1bdr Rogers Park, Loyola, Northwestern.

Newly-renovated historic home in Logan Square

Authentic Wicker Park Home | Walk to Everything.

Personal Parking, In-Unit Laundry & King Bed

Private 2 Bedroom Retreat

Private Entrance, Two Bedroom *Pet Friendly*
Destinations to explore
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- Millennium Park
- Wrigley Field
- United Center
- Navy Pier
- Oak Street Beach
- Shedd Aquarium
- Guaranteed Rate Field
- Humboldt Park
- Frank Lloyd Wright Home and Studio
- Six Flags Great America
- 875 North Michigan Avenue
- The Field Museum
- Lincoln Park Zoo
- Flossmoor Golf Club
- Museum of Science and Industry
- Willis Tower
- Lincoln Park
- Wicker Park
- Chicago History Museum
- Skokie Country Club
- Illinois Beach State Park
- Washington Park Zoo
- Brookfield Zoo
- Promontory Point
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